Paige DeSorbo, Summer House castmate, creator of Front Paige News and co-host of Giggly Squad, joins Kaitlynn to talk about her dream of being a news reporter, launching Front Paige News, her journey to Summer House and using Giggly Squad to make a difference.

Alli Webb & Adrian Koehler, Hosts of the podcast, "Raising the Bar", join Kaitlynn to chat about the inspiration behind their podcast, coaching entrepreneurs and helping people get connected with the future they want, launching a new business during a pandemic and the biggest lessons they've learned from each other.

Kaitlynn is joined by Zak Williams, Co-founder and CEO of PYM and Mental Health Advocate, to discuss his journey with mental wellness after the loss of his father, his efforts to remove the stigma around mental health, and developing PYM, a safe, natural and supportive anxiety and stress relief product.

Kaitlynn talks to Shelley Sanders, Jewelry Designer and Founder of The Last Line, about how the brand started and some of the challenges as a jewelry designer and business owner, what goes in to the branding and promotion, the history of the tennis bracelet, and what she learned working alongside successful and influential women like Rachel Zoe, Nicole Richie and Andrea Lieberman.

Bridget Berman, Brand Director at Overheard, joins Kaitlynn to talk about what brings her joy, using humor to get through dark times, the new partner account with Comments By Celebs @OverheardCelebs, and her love for Noah Centineo.

Kaitlynn and Olivia Perez, journalist, entrepreneur and host of Friend of a Friend podcast, sit down to discuss some of her favorite pieces she’s written so far, her first pitch to The Huffington Post, her transition into podcasting, and when she feels most inspired.

Nick Viall joins Kaitlynn to discuss life before reality television, relationships, the power of manifestation, being open to change, and the importance of betting on yourself.

Whitney Port joins Kaitlynn to discuss how reality television has prepared her for professional situations, rewatching The Hills 15 years later during quarantine, how she stays innovative while creating content, and her favorite collaboration.

Fashion designer Kristopher Brock and Kaitlynn discuss his path from creating his own Power Ranger costume in Corpus Christi, TX to designing gowns for the Met Gala, starting his own fashion line and the power of faking it till you make it.

Kaitlynn sits down with Sami Miro, model and founder of Sami Miro Vintage, this week on The Bright Side. They talk about Sami's gymnastics upbringing and how that taught her worth ethic, how she found a passion for vintage and what she envisions for the future of SMV.